Cyclohexylamine → N-(1-benzyl-4-piperidylidene)cyclohexylamine

HRID 611064Notes

Reaction equation

HRID 611064 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:15]1([NH2:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>C1(C)C=CC=CC=1>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[N:21][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 192201-Benzyl-4-piperidone

Product 1

HCID 19600231N-(1-benzyl-4-piperidylidene)cyclohexylamine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3.347 g (17.69 mmol) of 1-benzyl-4-piperidinone and 1.75 g (17.7 mmol) of cyclohexylamine in 150 ml of toluene was refluxed under dehydrating conditions for 2.5 hours in a Dean-Stark trap. After the reaction mixture was cooled to room temperature, the solvent was distilled off under reduced pressure to yield N-(1-benzyl-4-piperidylidene)cyclohexylamine. This product was used for the next reaction without purification.

Workup

  1. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-63e70ff4db5548189f64c7241e3b8dfd
Source dataset
uspto-grants-1999_12
Patent number
US05998433

Reaction notes

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